54458-81-0

Basic information

• Product Name: 9-Anthracenecarboxaldehyde, 10-phenyl-
• CAS NO: 54458-81-0
• Molecular Formula: C21H14O
• Molecular Weight: 282.342
• Mol File: 54458-81-0.mol

Chemical Properties

• CAS DataBase Reference: 9-Anthracenecarboxaldehyde, 10-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Anthracenecarboxaldehyde, 10-phenyl-(54458-81-0)
• EPA Substance Registry System: 9-Anthracenecarboxaldehyde, 10-phenyl-(54458-81-0)

Safety Data

• Hazardous Substances Data: 54458-81-0(Hazardous Substances Data)

Upstream product

• 602-55-1 9-phenylanthracene 
• 93-61-8 N-methyl-N-phenylformamide 
• 90-44-8 anthracen-9(10H)-one 
• 2222-33-5 dibenzosuberenon 
• 55090-29-4 5-phenyl-5H-dibenzocyclohepten-5-ol 
• 10354-00-4 5H-dibenzo[a,d]cyclohepten-5-ol 
• 4394-85-8 4-morpholinecarboxaldehyde 
• 23674-20-6 9-bromo-10-phenylanthracene 
• 642-31-9 9-anthracene aldehyde 
• 93496-77-6 9-Bromoanthracene-10-carboxaldehyde 
• 98-80-6 phenylboronic acid 
• 591-51-5 phenyllithium 
• 77224-37-4 10-(Diethoxymethyl)-9-hydroxy-9-phenyl-9,10-dihydroanthracene 

Downstream Products

• 24451-26-1 (10-phenylanthracen-9-yl)methanol 
• 63018-92-8 10-phenylanthracene-9-carboxylic acid 
• 677351-13-2 [9-(10-phenylanthryl)](2,6-dimethyl-4-trimethylsilylethynylphenyl)diazomethane 
• 677351-11-0 ethyl N-[9-(10-phenylanthryl)](4-bromo-2,6-dimethylphenyl)methylcarbamate 
• 677351-16-5 9-[diazo-(4-ethynyl-2,6-dimethyl-phenyl)-methyl]-10-phenyl-anthracene 
• 677351-12-1 [9-(10-phenylanthryl)](4-bromo-2,6-dimethylphenyl)diazomethane 
• 677351-10-9 [9-(10-phenylanthryl)](4-bromo-2,6-dimethylphenyl)chloromethane 
• 677351-08-5 [9-(10-phenylanthryl)](4-bromo-2,6-dimethylphenyl)methanol 
• 115001-34-8 2-phenyl-1-(10-phenyl-[9]anthryl)-ethanol 
• 13425-08-6 9-methyl-10-phenylanthracene 

Relevant articles and documents

Substituted 9-Anthraldehydes from Dibenzocycloheptanol Epoxides via Acid-Catalyzed Epoxide Opening/Semipinacol Rearrangement

Starting from benzaldehyde derivatives, the corresponding dibenzocycloheptenol could be prepared in five steps. Under both substrate (secondary vs tertiary alcohol and the substituents on the aromatic ring(s)) and condition control, the subsequent epoxidation and acid-catalyzed epoxide opening/semipinacol rearrangement/aromatization afforded the corresponding 9-anthraldehydes in good yields, up to 88% over two steps. The presence of the electron-withdrawing group(s) on the aromatic ring(s) suppressed the rate of the epoxidation while the subsequent semipinacol rearrangement step required heating; the presence of the electron-donating group(s), on the other hand, frequently led to the decomposition during the epoxidation. From the mechanistic studies, the semipinacol rearrangement of the epoxide could precede the ionization at the bisbenzylic position, yielding the aldehyde intermediate. The ensuing dehydrative aromatization led to the formation of 9-anthraldehyde. Conversely, nucleophilic addition to the aldehyde and dehydrative aromatization with concomitant loss of formic acid led to anthracene.

Charge Transfer from Donor to Acceptor in Conjugated Microporous Polymer for Enhanced Photosensitization

Photosensitization associated with light absorption and energy/electron-transfer represents the central processes for photosynthesis. However, it's still a challenge to develop a heavy-atom-free (HAF) strategy to improve the sensitizing ability of polymeric photosensitizers. Herein, we propose a new protocol to significantly improve the photosensitization by decorating mother conjugated microporous polymer (CMP-1) with polycyclic aromatic hydrocarbons (PAHs), resulting in a series of CMPs (CMP-2–4). Systematic study reveals that covalent modification with PAHs can transfer charge to Bodipy in CMP to further facilitate both intersystem crossing and electron-hole separation, which can dramatically boost energy-/electron-transfer reactions. Remarkably, CMP-2 as a representative CMP can efficiently drive the photosynthesis of methyl phenyl sulfoxide with 92 % yield, substantially higher than that of CMP-1 (32 %). Experiments and theory calculations demonstrate the structure-property-activity relationship of these CMPs, opening a new horizon for developing HAF heterogeneous photosensitizers with highly efficient sensitizing activity by rational structure regulation at a molecular level.

ANTHRACENE DERIVATIVES CONTAINING BENZIMIDAZOLE OR BORATE AND ORGANOELECTROLUMINESCENT DEVICE INCLUDING THE SAME

An organic light-emitting diode comprises a first electrode layer, a second electrode layer, and an organic luminescent unit disposed between the first electrode layer and the second electrode layer. The organic luminescent unit has an organic electroluminescent material containing anthracene group as shown in General Formula (1): wherein A is selected from the group consisting of General Formula (2), General Formula (3) and General Formula (4): wherein B is selected from the group consisting of General Formula (5), General Formula (6) and General Formula (7): B is General Formula (5) when A is selected from the group consisting of General Formula (2) and General Formula (3); B is selected from the group consisting of General Formula (6) and General Formula (7) when A is General Formula (4); and wherein R1 to R43 are independently selected from the group consisting of hydrogen atom, fluorine atom, cyano group, alkyl group, cycloalkyl group, alkoxy group, haloalkyl group, thioalkyl group, silyl group and alkenyl group.

Bodipy-Anthracene Dyads as Triplet Photosensitizers: Effect of Chromophore Orientation on Triplet-State Formation Efficiency and Application in Triplet-Triplet Annihilation Upconversion

Bodipy-anthracene dyads with two chromophores assuming orthogonal geometry to enhance the spin-orbital charge-transfer intersystem crossing (SOCT-ISC) were prepared. The photosensitizers show strong absorption of visible light, efficient triplet-state formation (quantum yield 90%), and a long-lived triplet state (85 μs). The dipole moment orientation exerts significant effect on the ISC efficiency. It is also the first time that photosensitizers based on SOCT-ISC were used for triplet-triplet annihilation upconversion. The upconversion quantum yield is up to 15.8%.